Stadium: Court 2 Round: 64 Ground: Grass
| Challenger - Nottingham | 2019/06/14 11:00 | Evgeny Donskoy v Karlovic, Ivo | 6-3,6-7,7-6 |
| Challenger - Nottingham | 2019/06/12 15:00 | Stefano Napolitano v Karlovic, Ivo | 6-7,6-4,3-6 |
| Surbiton, Great Britain | 2019/06/08 09:30 | Troicki, Viktor v Karlovic, Ivo | 6-2,5-7,7-6 |
| Surbiton, Great Britain | 2019/06/06 16:05 | Lopez, Feliciano v Karlovic, Ivo | 6-1,6-7,6-7 |
| Surbiton, Great Britain | 2019/06/05 12:20 | Sugita, Yuichi v Karlovic, Ivo | 6-7,7-6,3-6 |
| French Open, Paris, France | 2019/05/30 13:05 | Jordan Thompson v Karlovic, Ivo | 6-3,6-4,6-7,6-3 |
| French Open, Paris, France | 2019/05/28 10:45 | Karlovic, Ivo v Lopez, Feliciano | 7-6,7-5,6-7,7-5 |
| ATP - Houston | 2019/04/08 20:00 | Harrison, Ryan v Karlovic, Ivo | 6-3,6-4 |
| Challenger - Nottingham | 2019/06/13 15:25 | James Duckworth v Polansky, Peter | 6-7,7-6,6-3 |
| Surbiton, Great Britain | 2019/06/06 16:00 | Troicki, Viktor v Polansky, Peter | 7-6,6-2 |
| Surbiton, Great Britain | 2019/06/05 13:15 | Yunseong Chung v Polansky, Peter | 3-6,3-6 |
| French Open, Paris, France | 2019/05/22 13:05 | Polansky, Peter v Alexandre Muller | 2-6,6-4,6-7 |
| French Open, Paris, France | 2019/05/20 08:00 | Polansky, Peter v Darian King | 6-4,6-4 |
| Challenger Heilbronn | 2019/05/16 11:20 | Filip Krajinovic v Polansky, Peter | 6-3,7-5 |
| Challenger Heilbronn | 2019/05/14 15:15 | Crepatte, Baptiste v Polansky, Peter | 1-6,6-7 |
| Challenger - Aix en Provence | 2019/05/08 10:00 | Polansky, Peter v Hugo Nys | 6-7,4-6 |